data_AI1
# 
_chem_comp.id                                    AI1 
_chem_comp.name                                  N-BENZYL-3-(ALPHA-D-GALACTOS-1-YL)-BENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H23 N O7" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "N-BENZYL-3-(3,4,5-TRIHYDROXY-6-HYDROXYMETHYL-TETRAHYDRO-PYRAN-2-YLOXY)-BENZAMIDE; BMSC001; 3-BENZYLAMINOCARBONYLPHENYL-ALPHA-D-GALACTOSIDE; BAPG" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-07-20 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        389.399 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AI1 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1FD7 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
AI1 C1     C1     C 0 1 N N R 23.163 17.998 34.649 -0.591 0.940  -3.327 C1     AI1 1  
AI1 O1     O1     O 0 1 N N N 24.148 18.063 33.579 -1.075 -0.030 -2.397 O1     AI1 2  
AI1 C2     C2     C 0 1 N N R 23.719 17.206 35.878 -1.129 0.617  -4.723 C2     AI1 3  
AI1 O2     O2     O 0 1 N N N 24.999 17.789 36.219 -2.557 0.672  -4.710 O2     AI1 4  
AI1 C3     C3     C 0 1 N N S 24.047 15.815 35.269 -0.671 -0.790 -5.121 C3     AI1 5  
AI1 O3     O3     O 0 1 N N N 24.335 15.032 36.437 -1.039 -1.048 -6.478 O3     AI1 6  
AI1 C4     C4     C 0 1 N N R 22.700 15.205 34.728 0.852  -0.869 -4.974 C4     AI1 7  
AI1 O4     O4     O 0 1 N N N 21.711 15.069 35.735 1.470  -0.005 -5.929 O4     AI1 8  
AI1 C5     C5     C 0 1 N N R 22.198 16.112 33.579 1.239  -0.435 -3.558 C5     AI1 9  
AI1 O5     O5     O 0 1 N N N 21.926 17.417 34.185 0.834  0.914  -3.341 O5     AI1 10 
AI1 C6     C6     C 0 1 N N N 20.862 15.645 32.946 2.756  -0.545 -3.390 C6     AI1 11 
AI1 O6     O6     O 0 1 N N N 20.464 16.585 31.978 3.118  -0.143 -2.068 O6     AI1 12 
AI1 "C1'"  "C1'"  C 0 1 Y N N 23.871 19.003 32.522 -0.702 0.390  -1.160 "C1'"  AI1 13 
AI1 "C2'"  "C2'"  C 0 1 Y N N 22.663 19.727 32.554 -0.082 1.623  -1.004 "C2'"  AI1 14 
AI1 "C3'"  "C3'"  C 0 1 Y N N 22.449 20.623 31.503 0.299  2.057  0.251  "C3'"  AI1 15 
AI1 "C4'"  "C4'"  C 0 1 Y N N 23.471 20.727 30.508 0.066  1.267  1.359  "C4'"  AI1 16 
AI1 "C5'"  "C5'"  C 0 1 Y N N 24.676 19.983 30.501 -0.555 0.026  1.212  "C5'"  AI1 17 
AI1 "C6'"  "C6'"  C 0 1 Y N N 24.890 19.061 31.581 -0.945 -0.407 -0.055 "C6'"  AI1 18 
AI1 "C7'"  "C7'"  C 0 1 N N N 25.677 20.064 29.505 -0.806 -0.822 2.396  "C7'"  AI1 19 
AI1 "O1'"  "O1'"  O 0 1 N N N 26.875 19.809 29.894 -1.348 -1.902 2.266  "O1'"  AI1 20 
AI1 "N1'"  "N1'"  N 0 1 N N N 25.535 20.384 28.293 -0.433 -0.398 3.620  "N1'"  AI1 21 
AI1 C1B    C1*    C 0 1 N N N 26.650 20.383 27.306 -0.682 -1.239 4.794  C1B    AI1 22 
AI1 C2B    C2*    C 0 1 Y N N 27.186 21.829 27.224 -0.174 -0.541 6.029  C2B    AI1 23 
AI1 C3B    C3*    C 0 1 Y N N 28.193 22.110 26.330 -1.010 0.298  6.741  C3B    AI1 24 
AI1 C4B    C4*    C 0 1 Y N N 28.632 23.505 26.310 -0.544 0.939  7.874  C4B    AI1 25 
AI1 C5B    C5*    C 0 1 Y N N 28.089 24.431 27.164 0.756  0.740  8.295  C5B    AI1 26 
AI1 C6B    C6*    C 0 1 Y N N 27.089 24.030 28.052 1.592  -0.100 7.583  C6B    AI1 27 
AI1 C7B    C7*    C 0 1 Y N N 26.638 22.746 28.087 1.125  -0.744 6.453  C7B    AI1 28 
AI1 H1     H1     H 0 1 N N N 22.951 19.042 34.976 -0.933 1.931  -3.028 H1     AI1 29 
AI1 H2     H2     H 0 1 N N N 23.030 17.193 36.754 -0.742 1.342  -5.440 H2     AI1 30 
AI1 HO2    HO2    H 0 1 N N N 25.336 17.308 36.965 -2.799 1.571  -4.449 HO2    AI1 31 
AI1 H3     H3     H 0 1 N N N 24.836 15.849 34.482 -1.142 -1.525 -4.468 H3     AI1 32 
AI1 HO3    HO3    H 0 1 N N N 24.535 14.181 36.064 -2.002 -0.975 -6.525 HO3    AI1 33 
AI1 H4     H4     H 0 1 N N N 22.896 14.170 34.361 1.181  -1.894 -5.143 H4     AI1 34 
AI1 HO4    HO4    H 0 1 N N N 20.898 14.701 35.408 1.193  -0.311 -6.804 HO4    AI1 35 
AI1 H5     H5     H 0 1 N N N 22.972 16.107 32.777 0.746  -1.083 -2.833 H5     AI1 36 
AI1 HC61   1HC6   H 0 0 N N N 20.925 14.610 32.534 3.249  0.102  -4.115 HC61   AI1 37 
AI1 HC62   2HC6   H 0 0 N N N 20.071 15.460 33.709 3.066  -1.577 -3.554 HC62   AI1 38 
AI1 HO6    HO6    H 0 1 N N N 19.645 16.298 31.590 4.080  -0.226 -2.004 HO6    AI1 39 
AI1 "H2'"  "H2'"  H 0 1 N N N 21.922 19.598 33.361 0.102  2.245  -1.867 "H2'"  AI1 40 
AI1 "H3'"  "H3'"  H 0 1 N N N 21.521 21.217 31.461 0.781  3.016  0.366  "H3'"  AI1 41 
AI1 "H4'"  "H4'"  H 0 1 N N N 23.317 21.438 29.679 0.366  1.608  2.338  "H4'"  AI1 42 
AI1 "H6'"  "H6'"  H 0 1 N N N 25.789 18.430 31.682 -1.427 -1.365 -0.174 "H6'"  AI1 43 
AI1 "HN'1" "1HN'" H 0 0 N N N 24.561 20.632 28.118 -0.000 0.463  3.724  "HN'1" AI1 44 
AI1 "H1'1" 1H1*   H 0 0 N N N 27.442 19.635 27.542 -1.752 -1.419 4.892  "H1'1" AI1 45 
AI1 "H1'2" 2H1*   H 0 0 N N N 26.355 19.969 26.313 -0.163 -2.190 4.675  "H1'2" AI1 46 
AI1 H3B    H3*    H 0 1 N N N 28.603 21.304 25.698 -2.027 0.453  6.412  H3B    AI1 47 
AI1 H4B    H4*    H 0 1 N N N 29.408 23.875 25.619 -1.197 1.595  8.430  H4B    AI1 48 
AI1 "H5'"  H5*    H 0 1 N N N 28.448 25.473 27.137 1.120  1.241  9.180  "H5'"  AI1 49 
AI1 H6B    H6*    H 0 1 N N N 26.638 24.754 28.751 2.609  -0.255 7.912  H6B    AI1 50 
AI1 "H7'"  H7*    H 0 1 N N N 25.846 22.455 28.798 1.778  -1.400 5.897  "H7'"  AI1 51 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
AI1 C1    O1     SING N N 1  
AI1 C1    C2     SING N N 2  
AI1 C1    O5     SING N N 3  
AI1 C1    H1     SING N N 4  
AI1 O1    "C1'"  SING N N 5  
AI1 C2    O2     SING N N 6  
AI1 C2    C3     SING N N 7  
AI1 C2    H2     SING N N 8  
AI1 O2    HO2    SING N N 9  
AI1 C3    O3     SING N N 10 
AI1 C3    C4     SING N N 11 
AI1 C3    H3     SING N N 12 
AI1 O3    HO3    SING N N 13 
AI1 C4    O4     SING N N 14 
AI1 C4    C5     SING N N 15 
AI1 C4    H4     SING N N 16 
AI1 O4    HO4    SING N N 17 
AI1 C5    O5     SING N N 18 
AI1 C5    C6     SING N N 19 
AI1 C5    H5     SING N N 20 
AI1 C6    O6     SING N N 21 
AI1 C6    HC61   SING N N 22 
AI1 C6    HC62   SING N N 23 
AI1 O6    HO6    SING N N 24 
AI1 "C1'" "C2'"  DOUB Y N 25 
AI1 "C1'" "C6'"  SING Y N 26 
AI1 "C2'" "C3'"  SING Y N 27 
AI1 "C2'" "H2'"  SING N N 28 
AI1 "C3'" "C4'"  DOUB Y N 29 
AI1 "C3'" "H3'"  SING N N 30 
AI1 "C4'" "C5'"  SING Y N 31 
AI1 "C4'" "H4'"  SING N N 32 
AI1 "C5'" "C6'"  DOUB Y N 33 
AI1 "C5'" "C7'"  SING N N 34 
AI1 "C6'" "H6'"  SING N N 35 
AI1 "C7'" "O1'"  DOUB N N 36 
AI1 "C7'" "N1'"  SING N N 37 
AI1 "N1'" C1B    SING N N 38 
AI1 "N1'" "HN'1" SING N N 39 
AI1 C1B   C2B    SING N N 40 
AI1 C1B   "H1'1" SING N N 41 
AI1 C1B   "H1'2" SING N N 42 
AI1 C2B   C3B    DOUB Y N 43 
AI1 C2B   C7B    SING Y N 44 
AI1 C3B   C4B    SING Y N 45 
AI1 C3B   H3B    SING N N 46 
AI1 C4B   C5B    DOUB Y N 47 
AI1 C4B   H4B    SING N N 48 
AI1 C5B   C6B    SING Y N 49 
AI1 C5B   "H5'"  SING N N 50 
AI1 C6B   C7B    DOUB Y N 51 
AI1 C6B   H6B    SING N N 52 
AI1 C7B   "H7'"  SING N N 53 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
AI1 SMILES           ACDLabs              10.04 O=C(NCc1ccccc1)c3cc(OC2OC(C(O)C(O)C2O)CO)ccc3                                                                                                                                   
AI1 InChI            InChI                1.02b InChI=1/C20H23NO7/c22-11-15-16(23)17(24)18(25)20(28-15)27-14-8-4-7-13(9-14)19(26)21-10-12-5-2-1-3-6-12/h1-9,15-18,20,22-25H,10-11H2,(H,21,26)/t15-,16+,17+,18-,20+/m1/s1/f/h21H 
AI1 InChIKey         InChI                1.02b FSMWGHKWKYCPKE-XRNIRZMIDW                                                                                                                                                       
AI1 SMILES_CANONICAL CACTVS               3.341 OC[C@H]1O[C@H](Oc2cccc(c2)C(=O)NCc3ccccc3)[C@H](O)[C@@H](O)[C@H]1O                                                                                                              
AI1 SMILES           CACTVS               3.341 OC[CH]1O[CH](Oc2cccc(c2)C(=O)NCc3ccccc3)[CH](O)[CH](O)[CH]1O                                                                                                                    
AI1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CNC(=O)c2cccc(c2)O[C@@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O                                                                                                         
AI1 SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CNC(=O)c2cccc(c2)OC3C(C(C(C(O3)CO)O)O)O                                                                                                                               
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
AI1 "SYSTEMATIC NAME" ACDLabs              10.04 N-benzyl-3-(alpha-D-galactopyranosyloxy)benzamide                                              
AI1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-(phenylmethyl)-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-benzamide 
# 
